Windham Rentals
From $395 per night (USD)VRBO
CONVENIENT!Walk 1000ft. to Windham Mtn! Fully furnished 2BR\/2Bth Condo w\/WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Windham Mountain Ski Lodge and slopes is across the road from our complex. There is no need to drive and park there. Sav ...
From $395 per night (USD)VRBO
From $392 per night (USD)Expedia
Serenity w\/ Hot Tub & Fireplace 3 min to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. Surrounded by beautiful trees on a quiet dead end st. Ski Wi ...
From $392 per night (USD)Expedia
From $1148 per night (USD)VRBO
Stanley's Mountain Getaway · 5 Min to Skiing | Hot Tub | Fire Pit | Games | Bar
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Make lasting memories in this 5 BR, 3.5 BA, 5,600 ft² cabin in scenic Windham, NY located just 5 min away from Windham M ...
From $1148 per night (USD)VRBO
From $451 per night (USD)Expedia
'The Mountain House:' Windham Retreat w\/ Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape the stress of the city with a hiatus to ‘The Mountain House,’ a 4-bedroom, 2-bathroom vacation rental in Windham! ...
From $451 per night (USD)Expedia
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Catskills House: 1 Mi to Windham Mountain Resort!
- Bedrooms:
- 2
- Bathrooms:
- 8
- Sleeps:
- 10
Welcome to the Catskills region, full of scenic mountain views and outdoor adventure! With 6 bedrooms and 2 bathrooms, t ...
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From $718 per night (USD)Expedia
Condo in Windham Mountain Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious condo for family and friends in WMV, large open space , indoor fireplace , hassle free , steps from the slope, ...
From $718 per night (USD)Expedia
From $657 per night (USD)VRBO
Great for Families & Groups!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Newly renovated (4 bed and 2 full baths) Windham Mountain ski house, 3 miles from Windham mountain and 12 miles from Hun ...
From $657 per night (USD)VRBO
From $229 per night (USD)Expedia
TOWNHOUSE-LOFT-30 ft balcony Mt View\/6 BEDS\/ Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
SPACIOUS 2-STORY DOWNTOWN TOWNHOUSE; 12 ft Ceiling and A/C! Stay a week and Relax in the fresh mountain air... AND tak ...
From $229 per night (USD)Expedia
From $206 per night (USD)VRBO
On the Mountain in Windham, New York in the Catskills
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom, 2 1/2 bath home with renovated kitchen and new baths. Outdoor deck with beautiful views. Master Bedroom wit ...
From $206 per night (USD)VRBO
From $394 per night (USD)Expedia
Mountain Escape 5 Minutes to Ski Resort\n\n\nGreat Discounted Summer rental !
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
A 2,700 square foot modern well stocked home with incredible views of Windham mountain. Ski Windham is only 1.5 miles aw ...
From $394 per night (USD)Expedia
From $790 per night (USD)VRBO
Restored Firehouse One Minute to Skiing on Main St
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 18
This four bedroom with two baths comes with every amenity. It is located in a restored firehouse with a 16 foot x 9 foo ...
From $790 per night (USD)VRBO
From $310 per night (USD)Expedia
NEW - Cozy Modern Home: Stunning views, 3 mins ski,BBQ,Fire Pit,Games, walk dwtn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Windy Hollow! A spacious and newly renovated vacation home with stunning views of Windham Mountain and walkin ...
From $310 per night (USD)Expedia
From $1095 per night (USD)VRBO
Foliage Luxury Chalet, Disco, Sauna, HotTub, Firepit, Pet Friendly
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Nestled in the heart of the Catskills, this Windham Chalet offers both adventure and serenity, just 5 minutes away from ...
From $1095 per night (USD)VRBO
From $1126 per night (USD)VRBO
Amazing Location, Steps Away from Magic Carpet to Main Lodge.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
Welcome to a “Change of Altitude,” an immaculate 3 Bedroom/3 Bath Townhouse that’s a short walk from Windham Main Lodge ...
From $1126 per night (USD)VRBO
From $421 per night (USD)VRBO
Windham House Near Lakes: Swim & Fish by day. High Spd WiFi & Fireplace by night
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our comfy home has 4 Bedrooms - 2 King size bedrooms, 2 Queen size Bedroom. One full bathroom upstairs and 1 full bat ...
From $421 per night (USD)VRBO
From $499 per night (USD)Expedia
Beautifully Restored 6BR in the heart of Windham
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Enjoy our lovingly restored home in the heart of Windham. Built in 1902, Windham Walk has just finished a complete renov ...
From $499 per night (USD)Expedia
From $199 per night (USD)VRBO
Cozy Caboose in the city
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy, restored 1922 Caboose for rent in the center of downtown Windham...walking distance to restaurants, bars, shops, b ...
From $199 per night (USD)VRBO
From $412 per night (USD)VRBO
Authentic Windham Log Home with Awesome Views!\n
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Located on a quiet paved road w/spectacular mountain views, this authentic log cabin w/wood floors, 3 full bath & large ...
From $412 per night (USD)VRBO
From $321 per night (USD)VRBO
Windham Mountain Village Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our fantastic Windham Mountain condo, where the location is truly unbeatable! Whether you're seeking ...
From $321 per night (USD)VRBO
From $662 per night (USD)VRBO
Cozy Rustic Bliss Seconds from Windham Mt Resort
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Summary: Vacation in this sprawling rustic home. Cook in 2 modern kitchens each with Kuerigs, cozy up by the 1st floor f ...
From $662 per night (USD)VRBO
From $429 per night (USD)VRBO
Cozy townhouse steps away from Windham Mountain- zip code 12496
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Note: When making vacation reservations, please plan ahead by including lift tickets in your purchase – advanced purchas ...
From $429 per night (USD)VRBO
From $514 per night (USD)VRBO
Waterfront Secluded Log-house w\/Sauna, Games, More, Mins To Town & Activities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful getaway in the heart of the Catskill mountain region is the perfect oasis for creating memories that will ...
From $514 per night (USD)VRBO
From $762 per night (USD)VRBO
NEW - Gorgeous Modern Lodge w\/ Mt View - 5 Min to Skiing
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Viridian Lodge is a vacationer’s dream midcentury modern lodge and home away from home. Set on almost 4 acres of land wi ...
From $762 per night (USD)VRBO
From $1236 per night (USD)VRBO
Steps away from the magic carpet that brings you right to the lodge!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy beautiful mountain views while soaking in the hot tub after a great day on the slopes! This townhouse is convenien ...
From $1236 per night (USD)VRBO
From $662 per night (USD)VRBO
Year-Round Relaxing Mountain Escape
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Luxury 6 Bedroom year-round retreat nestled in secluded pine forest. Large open floor plan with vaulted ceilings great f ...
From $662 per night (USD)VRBO
From $344 per night (USD)VRBO
Gorgeous, First Class, 2 King apartment in downtown Windham
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous, brand new, 1000 square foot, 2 king bedroom apartment, located in the heart of downtown Windham..walk to many ...
From $344 per night (USD)VRBO
From $917 per night (USD)VRBO
Luxurious,spacious 4500 sq ft home,hot tub & sauna,in center of downtown Windham
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Spacious, luxurious, 4500 square foot, 4 bedroom, 3 full bathrooms...hot tub and sauna...20 speaker sound system... hom ...
From $917 per night (USD)VRBO
From $292 per night (USD)VRBO
Windham Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This three bedroom, two bath home with many new amenities and a wood burning stove sleeps up to 9 people (max 8 adults) ...
From $292 per night (USD)VRBO
From $408 per night (USD)VRBO
Wonderful mountain home for all of your family adventures!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Welcome to our cozy mountain retreat! Our beautiful and spacious cabin is perfect for your next getaway. Whether you’re ...
From $408 per night (USD)VRBO
From $712 per night (USD)VRBO
Windham Townhouse - Base of Mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Base of Windham, Large 3 bedroom town home. Please remember to check WindhamMountain.com Ski Season & Bike Park update ...
From $712 per night (USD)VRBO
From $634 per night (USD)VRBO
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning Windham Log Cabin Retreat! This spacious home has 4 bedrooms and 3 and 1/2 bathrooms. Sleeps 8-10 (1 King, 2 ...
From $634 per night (USD)VRBO
From $471 per night (USD)VRBO
Windham Mountain Village - Walk to Slopes - 2 Bedroom\/2 Bathroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Amazing location, 2 Bedroom / 2 Bathroom Condo in Windham Mountain Village, walk to the slopes. The unit has a king bed ...
From $471 per night (USD)VRBO
From $379 per night (USD)VRBO
Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Alpine Escape! Enjoy incredibly easy access to some of the best skiing in New York. This home has all the e ...
From $379 per night (USD)VRBO
From $538 per night (USD)VRBO
SKI Slope views, ski 1 mile drive or walk, Golf Course & walk to town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy one family Colonial/cape style home, with beautiful stone front furnished porch w/BBQ. Full view of Ski Windham Mou ...
From $538 per night (USD)VRBO
From $625 per night (USD)VRBO
5 Minutes To Windham Slopes! High End Amenities! Entertainment Galore!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is approximately 2000square feet of modern amenities with front door views of the windham slopes. The main lev ...
From $625 per night (USD)VRBO
From $140 per night (USD)Expedia
Studio 3 BEDS-SLEEPS 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
HIDDEN GEM IN CATSKILLS. Relax in the fresh mountain air! Light-filled cozy studio on Main St in downtown Windham. S ...
From $140 per night (USD)Expedia
From $235 per night (USD)VRBO
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2 bedroom, 2 bath Townhouse with loft is located at the top of Windham Mt Village a very short easy walking distanc ...
From $235 per night (USD)VRBO
From $540 per night (USD)Expedia
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing po ...
From $540 per night (USD)Expedia
From $1465 per night (USD)VRBO
Custom Windham Mtn Villa w\/ Pool, Theater & Views!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
The poster child for a 'dream house,' this stunning 5-bedroom, 4.5-bath vacation rental is sure to be adored by luxury t ...
From $1465 per night (USD)VRBO
From $1107 per night (USD)Expedia
Welcome to our home in the mountains, 2 hrs from NYC. 6BR, sleeps 12. Ski in\/out
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our home in the mountains, 2 hrs from NYC. 6BR, 5.5 bathrooms. sleeps 12 people - hot tub and some great vie ...
From $1107 per night (USD)Expedia
From $634 per night (USD)VRBO
Windham Luxury Pet Friendly Retreat.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
New log-style home fully furnished on 3 levels; family rooms on the 1st and 2nd levels; lower level radiant heated tile ...
From $634 per night (USD)VRBO
From $1312 per night (USD)Expedia
Windham Mountain ski on\/off 3br condo. Pool, Common areas, boot room and gym!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this meticulously maintained true ski on/off 3 BR 3 full bath gem at Windham Mountain Club. Located in the cove ...
From $1312 per night (USD)Expedia
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Fantastic 2 family vacation home with EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The perfect luxury vacation gettaway! Fully equipped with everything you need to relax after a day out. Minutes from Win ...
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From $490 per night (USD)VRBO
Ski house just steps from slopes with indoor pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy the fall and winter at this great Windham Mountain townhome at the base of Windham Mountain. Space includes 4 ...
From $490 per night (USD)VRBO
From $540 per night (USD)VRBO
Windham castle with a view & minutes to skiing!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Great retreat for enjoying time with families and friends. The whole group will be comfortable in this spacious and uniq ...
From $540 per night (USD)VRBO
From $1836 per night (USD)Expedia
Rare Ski-In\/Ski-Out Townhome! Windham Mountain at your back door!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The rare opportunity to rent an Enclave Townhome is here! Stay in one of the most sought-after locations at the base of ...
From $1836 per night (USD)Expedia
From $186 per night (USD)VRBO
Mountain view apartment, 5mins to Ski Area!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $186 per night (USD)VRBO
From $426 per night (USD)VRBO
Mountain Rental w\/ Hot Tub 5 Mins from Windham Mt
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax in our secluded 4 bedroom, 2 bathroom contemporary vacation rental LESS THAN 5 mins from Windham Mt and 15 mi ...
From $426 per night (USD)VRBO
From $1100 per night (USD)VRBO
Immaculate & Cozy 3 BR at base of Windham Mtn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Easy walk to mountain and easy 1/2 mile drive to center of town. This 3 bedroom unit can sleep 10 people. There is an i ...
From $1100 per night (USD)VRBO
From $262 per night (USD)Expedia
Rustic Mountain view Cabin 5 mins to Ski Area!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $262 per night (USD)Expedia
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Red Lift Cabin - One-of-a-kind townhouse - walk to ski lift \/ access to pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just 2.5 hours from NYC in the heart of the Catskills. One of a kind entirely renovated townhouse. 3 minutes walking dis ...
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Windham House with Hot Tub perfect for families
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious restored family house just, 1.7 miles from Ski Windham and 6.7 miles from Hunter Mountain. Three large family r ...
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From $1259 per night (USD)VRBO
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Ski-In / Ski-Out Luxury 4 bedroom, 4 bath, condo at the base of Windham Mountain! Owned and designed primarily for pers ...
From $1259 per night (USD)VRBO
From $437 per night (USD)Expedia
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
- Bedrooms:
- 3
- Bathrooms:
- 9
- Sleeps:
- 25
Step into the heartwarming embrace of history at our enchanting 1800's residence! This cherished abode beckons you with ...
From $437 per night (USD)Expedia
From $224 per night (USD)VRBO
Windham Home Near Mountain Biking & Hiking Trails!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This 2-bed, 2-bath vacation rental in Windham is perfect for a small group of friends or family looking to unplug, unwin ...
From $224 per night (USD)VRBO
From $1195 per night (USD)Expedia
EAT, DRINK, PLAY & RELAX in Windham
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Getaway w/family and friends! From the exciting game room, to the tranquil firepit, to the open floorplan, you, your fa ...
From $1195 per night (USD)Expedia
From $195 per night (USD)VRBO
Bright Main St Condo ~ Half Mi to Windham Mtn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Blend small-town charm with all-season fun at this chic Windamn vacation rental! This 2-bedroom, 2-bath condo sits in th ...
From $195 per night (USD)VRBO
From $591 per night (USD)VRBO
Windham\/Hunter Mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Relax and enjoy our large home located on a private secluded block. Offering 4 master bedrooms with 3 full size bathro ...
From $591 per night (USD)VRBO
From $776 per night (USD)VRBO
Black Bear Cabin - Beautiful cabin located 5min from Windham Mtn Resort !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Black Bear Cabin is a beautiful log sided rustic cabin with views of Windham Mountain Resort. Minutes from Windham NY. S ...
From $776 per night (USD)VRBO
From $550 per night (USD)VRBO
Mountain Cabin with Scenic Views and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Come relax at our modern home that is located right in the heart of Windham ! Walking distance to town, local ...
From $550 per night (USD)VRBO
From $132 per night (USD)VRBO
Cozy Cabin Condo by the Mountain, 5mins to skiing!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $132 per night (USD)VRBO
From $584 per night (USD)Expedia
BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect mountain getaway for all seasons! Skiing, hiking, biking, golfing, fishing or just relaxing! Enjoy the best of ...
From $584 per night (USD)Expedia
From $2019 per night (USD)VRBO
Windham Moutain Ski House: Walk on & off Slopes - Families Only!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
FAMILIES ONLY, PLEASE. NO PARTIES! NO PETS. Family weekend home that we rent when we go skiing out West. Walk down ste ...
From $2019 per night (USD)VRBO
From $202 per night (USD)Expedia
Peaceful Catskills Condo w\/ Deck + Mountain View!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Trade in city crowds for a mountain adventure with this Windham vacation rental as your home base! Perched on a hill ove ...
From $202 per night (USD)Expedia
From $196 per night (USD)VRBO
LUXURY SUITE WITH 2 FULL BEDS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HAUS WINDHAM Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility an ...
From $196 per night (USD)VRBO
From $525 per night (USD)VRBO
SKI-IN\/SKI-OUT ON WONDERAMA RUN, 4 BEDROOM, 3 BATH RETREAT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The main level features the kitchen, dining room, wood burning fireplace, den and great room with sun decks and views of ...
From $525 per night (USD)VRBO
From $262 per night (USD)VRBO
Charming 3 bedroom, 2 bathroom chalet on the mountain!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Well lit, open floor plan, with wood burning fireplace. You'll be staying right on Windham Mountain - so close to skiin ...
From $262 per night (USD)VRBO
From $274 per night (USD)Expedia
Ski on and Off Windham Mountain Village Townhome Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a townhouse unit located within the Windham Mountain Village Association. It is located at at the base of Windh ...
From $274 per night (USD)Expedia
From $403 per night (USD)VRBO
Catskills Townhome ~ 2 Mi to Windham Mountain Club
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the stunning beauty of Windham, New York, at this picturesque 3-bedroom, 3-bathroom vacation rental. With bre ...
From $403 per night (USD)VRBO
From $936 per night (USD)VRBO
BRAND NEW completely renovated house in Windham, 5 bed\/ 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our beautiful, cozy mountain retreat! Our beautiful and spacious home is brand new and completely renovated. ...
From $936 per night (USD)VRBO
From $372 per night (USD)VRBO
The Ultimate Windham Getaway With Hot Tub & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Ready for the season, this retreat is perfectly situated in the town of Windham, New York. Whether it’s hike, bike, or s ...
From $372 per night (USD)VRBO
From $250 per night (USD)VRBO
5 Minutes from Windham Mountain
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Chalet Chickadee is a beautiful European style 2 bedroom apartment in a duplex chalet style home with Windham Mountain v ...
From $250 per night (USD)VRBO
From $241 per night (USD)VRBO
Cutest Cabin in Windham minutes to ski, firepit & weber grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Cutest Cabin is the perfect stay for 2 people! Located only minutes away to the ski slope-snow tubing & town. Acros ...
From $241 per night (USD)VRBO
From $1096 per night (USD)Expedia
Luxury Windham Mtn Slope Side 3 BDRM Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
All three bedrooms have on-suite bathrooms. (1King, 1 Queen, Bunkbeds (sleeps 4) The property features a heated pool a ...
From $1096 per night (USD)Expedia
From $175 per night (USD)VRBO
Catskills Home, 5 Mins to Windham Mtn Resort!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Make your next trip to the Catskills one to remember when you stay at this 2-bedroom, 2-bath vacation rental! Located on ...
From $175 per night (USD)VRBO
From $700 per night (USD)Expedia
Slope Views: Luxe Windham Retreat w\/ Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 17
Multiple Living Spaces | Outdoor Entertainment Area | Windham Mountain Ski Resort Local wineries, delicious eateries, a ...
From $700 per night (USD)Expedia
From $556 per night (USD)VRBO
Luxury Home w\/ Deck: Explore the Catskill Mtns!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to the Catskills with this Windham vacation rental! Boasting an open living space, stone fireplace, and fully equ ...
From $556 per night (USD)VRBO
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Windham Ridge Townhouse w\/ Beautiful Views - Seasonal Rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Have your own townhouse and ski at beautiful Windham Mountain. This beautiful townhouse is in great condition with fresh ...
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From $369 per night (USD)VRBO
Townhouse close to Skiing - Alpine Hot Tub, snow tubing hill, firepit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Red Fox Townhouse is located in Windham! ...
From $369 per night (USD)VRBO
From $1125 per night (USD)Expedia
Windham Mountain Village Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly Renovated Mountain Side Townhome. Walking Distance to the lifts. Featuring 2 Bedrooms with a Loft. Spacious open c ...
From $1125 per night (USD)Expedia
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Stylish Mountain Escape w\/ Hot Tub, 3 Miles to Ski
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape the noise of the city and experience pure Catskill bliss at this deluxe 3-bedroom, 2-bathroom home! Ideally situa ...
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Cozy Catskills Getaway w\/ Yard & Mtn Views!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Surrounded by stellar mountain views and endless all-season adventure, this vacation rental is an ideal spot to jumpstar ...
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From $1556 per night (USD)VRBO
Windham Private heated indoor pool.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Escape the big city and visit our newly renovated and furnished Catskill Mountain retreat! Enjoy all the comforts of hom ...
From $1556 per night (USD)VRBO
From $1187 per night (USD)Expedia
NEW 5 Bed 5 1\/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Unit 2: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1187 per night (USD)Expedia
From $623 per night (USD)VRBO
ON MTN!Welcome to our Windham MTN Escape! AVAILABLE for 2025 season Dec-Mar
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
I have dates blocked off please send inquiry if you are interested in any dates. PM ME ON FB or send inquiry If interest ...
From $623 per night (USD)VRBO
From $530 per night (USD)Expedia
WM Village walking distance to Windham Mt Hot Tub Pool 3b, 3Bath SKI
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
True getaway in the Catskill Mountains! This townhouse is in the heart of Windham Mountain Village, situated at the bott ...
From $530 per night (USD)Expedia
From $630 per night (USD)VRBO
WINDHAM HOME SLEEPS 10 - 1 MILE TO SLOPES !
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Location, Location, Location - This conveniently located home has you positioned close to all Windham has to offer. 1 mi ...
From $630 per night (USD)VRBO
From $230 per night (USD)Expedia
Homey Windham Condo: Hike & Ski the Catskill Mtns!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Get outdoors in the Catskill Mountains with a trip to this 2-bedroom, 1-bathroom Windham vacation rental! Windham Mounta ...
From $230 per night (USD)Expedia
From $257 per night (USD)VRBO
Condo w\/ Loft: 2 Mi to Windham Mountain Ski!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Get away from the hustle and bustle of city life with a retreat to this 2-bedroom, 1-bath Windham vacation rental! The c ...
From $257 per night (USD)VRBO
From $1246 per night (USD)Expedia
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to your Windham Retreat! Enjoy incredibly easy access to some of the best skiing in New York. This home has all ...
From $1246 per night (USD)Expedia
From $1179 per night (USD)VRBO
NEW 5 Bed 5 1\/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Unit 1: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1179 per night (USD)VRBO
From $188 per night (USD)Expedia
Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A 2-bedroom, 1-bathroom condo sitting only 2.2 miles from the Windham Mountain ski area, this Windham vacation rental ma ...
From $188 per night (USD)Expedia
From $700 per night (USD)VRBO
In the Heart of Windham - Best Location
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Discover this 5-bedroom gem in Windham. This pleasant house features 1 king bed and 4 queen beds, perfect for a group ge ...
From $700 per night (USD)VRBO
From $300 per night (USD)Expedia
Cozy Mtn-View Chalet < 2 Mi to Windham Slopes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Private Hot Tub | Scenic Fireside Setting | Easy Access to Windham & Hunter Mountain Skiing There's no shortage of scen ...
From $300 per night (USD)Expedia
From $1038 per night (USD)VRBO
Stunning Chalet style home with 8 Person Hot Tub, Fire pit & Sauna & steam rm.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
A spectacular open floor plan with a gas fireplace and grand dining room. The entryway has a custom wet bar with wine fr ...
From $1038 per night (USD)VRBO
From $1437 per night (USD)VRBO
Above & beyond. Perfect house for family, friends & fresh air.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
After a complete renovation we are back and ready to host ! Our condo is perfect for families & friends looking for a gr ...
From $1437 per night (USD)VRBO
From $208 per night (USD)VRBO
Relax!! Escape the city!! Updated condo w Mtn views from deck w\/ turbo internet
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Chic, spacious updated two level corner unit townhouse. Freshly painted a serene light gray, brand new barn wood floorin ...
From $208 per night (USD)VRBO
From $1200 per night (USD)VRBO
All Season Luxury Condo in Windham\/ Ski On - Ski Off
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful, brand new four bedroom, four bathroom condo right on the slopes at Windham Mountain in New York's Catskill Mo ...
From $1200 per night (USD)VRBO
From $926 per night (USD)VRBO
HOLIDAY DREAM COME TRUE! Modern Catskills Cabin with Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to a wonderful oasis of tranquility. Beautiful bright A-frame home sited on 10 secluded private acres with open ...
From $926 per night (USD)VRBO
From $575 per night (USD)VRBO
\"New Home\" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautifully constructed 2019 new home on a property with gorgeous mountain range views and horse farm views. Large open ...
From $575 per night (USD)VRBO